SML0800

Rimonabant hydrochloride

≥98% (HPLC), powder, cannabinoid type-I receptor antagonist

• Synonyme(s) : 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide hydrochloride, SR-141716, SR-141716A, SR141716, SR141716A
• Formule empirique (notation de Hill): C₂₂H₂₁Cl₃N₄O · HCl
• Numéro CAS: 158681-13-1
• Poids moléculaire : 500.25
• Code UNSPSC : 12352200
• ID de substance PubChem : 329825601
• Nomenclature NACRES : NA.77

Propriétés

• product name: Rimonabant hydrochloride, ≥98% (HPLC)
• Pureté: ≥98% (HPLC)
• Forme: powder
• Conditions de stockage: desiccated
• Couleur: white to beige
• Solubilité: DMSO: 20 mg/mL, clear
• Température de stockage: 2-8°C
• Chaîne SMILES: CC1=C(C2=CC=C(Cl)C=C2)N(C3=CC=C(Cl)C=C3Cl)N=C1C(NN4CCCCC4)=O.Cl
• InChI: 1S/C22H21Cl3N4O.ClH/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15;/h5-10,13H,2-4,11-12H2,1H3,(H,27,30);1H
• Clé InChI: REOYOKXLUFHOBV-UHFFFAOYSA-N
• Informations sur le gène: human ... CNR1(1268)

Description

Application

Rimonabant hydrochloride has been used as an antagonist of cannabinoid 1 (CB1) receptor:

• to study its effects on protein synthesis in C2C12 myotubes
• to analyze its effects on human astroglia
• in combination with methanandamide (mAEA) to study its effects on murine gastric vagal afferent mechanosensitivity

Actions biochimiques/physiologiques

Rimonabant acts as a mycobacterial membrane protein large 3 (MMPL3) inhibitor. Rimonabant hydrochloride exhibits therapeutic activity against weight reduction and smoking cessation.

Rimonabant hydrochloride (SR-141716A) is a potent and selective CB1 cannabinoid inverse agonist/antagonist with a Ki of 1.6 nM, minimal affinity for CB2, and and some GPR55 agonist activity. Rimonabant was developed as an anti-obesity drug because of its appetite suppressant activity, but was taken off the market because of side effects of depression and anxiety.

Caractéristiques et avantages

This compound is featured on the Cannabinoid Receptors and Cannabinoid Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301,H319
• Conseils de prudence: P264 - P270 - P280 - P301 + P310 - P305 + P351 + P338 - P337 + P313
• Classification des risques: Acute Tox. 3 Oral - Eye Irrit. 2
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable